Dyestuffs, process of making same, and their application



Patented Aug. 12, 1924.

UNITED STATES PATENT OFFICE.

' GUILLAUME DE MONTMOLLIN Ann GERALD nonno'rn or BASE-L, SWITZERLAND,

ASSIGNORS 'ro THE socm'rr o r cnnmcar. mnus'rmz IN BASLE, or BASEL, swrrz- ERLAND.

DYESTUFFS, endorse or MAKING SAME, AND ram mm'carron.

No Drawing. Application filed July 24,

Z '0 all whom. it may concern Be it known that we, GU'ILLAU'ME on MON'IMOLLIN and Grimm) Bomio'rn, both citizens of the Swiss Republic, and residing at Basel, Switzerland, have invented useful New Dyestuffs, Processes of Making Same, and their Application, of which the following isa full, clear, and exact specification.

It has been found that new and valuable dyestuifs may be obtained by combining the arylides of the 2-oxynaphthalene-3-carboxylic acid with the diazo-compounds of the general formula:

wherein A represents an unsulfonated I ing new azo-dyestufis by combining the aromatic com und that carries, a group --()R' (wherein R represents an aryl or aralkyl group in ortho-position with rerd to the iazo-group and which may ear other substituents.

These new azo-dyestufis correspond with the general formulez.

in which It represents an unsulfonated arc:

matic com lex that carries, besides other substituents, t e group OR (wherein R represents an aryl or aral l residue) in ortho-position with regard to t e diazo-group, and wherein R represents the radical of an arylide of the 2-oxynaphthalene-3-carboxylic acid.

The particular interest of these dyestufis resides in the fact that they may be pro duced directly on the fibre according to the usual methods of dyeing and printing the vegetable fibre with ice colors. They yield remarkably bright shades having a fastness to light surpassing that of all similar products'hitherto known.

Example.

Cotton which has been treated with an alkaline solution of grams of the anilide of the 2-oxynaphthalene-S-carboxylic acid per liter is passed through a bath formed by the diazo-compound of the phenylether of 2-amino-4-chlorophenol of the formula which has been neutralized by means of 1923. Serial No. 658,548.

arylides' of the 2-oxynaphthalene-3-carboxylic acid with the diazo-compounds of the general ,formula:

A-N'=-I T-OH. wherein A represents an unsulfonated aromatic nucleus that carries a group -OR.

(wherein R represents an aryl or an aralkyl oup) in ortho-position with regard to the iazo-group and which may bear other substituents.

2. The herein described process of producing new azo-dyestufls by combining the arylides of the 2-oxynaphthalene-3-carboxylic acid with the diam-compounds of the general formula:

wherein A represents an unsulfonated aromatic nucleus that carries a oup OR (wherein R represents an ary group) in ortho-position with regard to the diaaogroup and which may bear other substituents.

3- The herein described process of roducing new azo-dyestutfs on vegetable bre which consists in treating the vegetable fibre with the arylides of the oxynaphthalene-3- carboxylic acid and then treating it with the diam-compounds of the general formula:

wherein A represents an unsulfonated aromatic nucleus that carries a group -OR (wherein R represents an aryl or an aralkfi'l oup) in ortho-position with regard to t e iazo-group and which may bear other substituents.

wherein A represents an unsulfonated aromatic nucleus that carries a oup -OR (wherein R represents an ary glrou' in ortho-position with regard to t e iazogroup and which may bear other substituents.

5. The herein" described new 'azo-dyestufis corresponding" with the general formula R N=N --R wherein R represents an unsulfonated aromatic nucleus that carries a group-OR ,(wherein R represents an aryl or an aralkyl residue) in ortho-position with regard to the diam-group andwhich may bear other substituents, and R the radical of an arylide of the 2-oxynaphthalene-S-carboxylic acid, which compounds'are' in a dry state red powders insoluble, in water.

6. The herein described new azo-dyestuils corresponding with the general formula:

wherein R represents an unsulfonated aromatic nucleus that carries a grou -OR (wherein R represents an aryl resi ue) in ortho-position with re ard to the diazogroup and which may ear other substituents, and R the radical of an arylide of the 2 oxynaphthalene 3 carboxylic acid, which compounds are in a dry state red powders insoluble in water.

7. The material dyed with the new azodyestufls of claim 5.

8. The material dyed with the new azodyestuffs of claim 6. i In witness whereof we have hereunto signed our names this 10th day of July 1923, in the presence of two subscribing witnesses.-

GUILLAUME 1m MONTMOLLIN.

GERALD BONHOTE. Witness:

AMAND BRAUY, LUCIEN Promo. 

